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Hunan Wistar Imp. & Exp. Co., Ltd.

The company serves as a key global supplier of statins intermediates, which has a solid industrial foundation in the field of statins for lipid-lowering drugs, and holds a leading position in the market. Leveraging extensive experience in research an

N-(4-(4-fluorophenyl)-5-(hydroxymethyl)-6-isopropylpyrimidin-2-yl)-N-methylmet hanesulfonamide

Cas:147118-36-3

Min.Order:25 Kilogram

Negotiable

Type:Trading Company

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

Sinoway Industrial Co., Ltd.

Assay: 99% up; Stable supply with over 50Mt annually; Appearance:white to off-white powder Storage:room temprature Package:25kg/drum Application:Intermediate of Rosuvastatin Calcium Port:Beijing/Shanghai/Shenzhen/Hangzhou

Wuhan Fortuna Chemical Co.,Ltd

Unique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White to off-white crystalline powder Storage:cool dry place Package:25kg/drum Application:pharmaceutical interme

Henan Allgreen Chemical Co.,Ltd

Good quality Good price Promptly delivery Appearance:white powder Storage:dry dondition Package:According to the demand of customer Application:intermediate Transportation:According to the demand of customer Port:shanghai

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Shanghai SE Pharm Co., Ltd

1. made in GMP plant, commerially 2. Normal Stock: 500kgs 3. Audit accepted. Related documents are available to offer and audited by many clients, such as Lupin, MSN, Dr reddy etc 4. Chromatographic Purity (HPLC): not less than 99.0% Appearan

Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

N-[4-(4-Fluorophenyl)-5-(hydroxymethyl)-6-isopropyl-2-pyrimidinyl]-N-methylmethanesulfonamide

Cas:147118-36-3

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

GIHI CHEMICALS CO.,LIMITED

GIHI CHEMICALS exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, GIHI CHEMICALS is your best choice. pls contact with us freely for getting detailed prod

Z7; 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-methanol

Cas:147118-36-3

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Jinan Finer Chemical Co., Ltd

Product Description Product website: http://www.finerchem.com/pro01en/id/1032.html Product Name 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-me

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Gram

FOB Price: $45.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Product Name: 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol Synonyms: 4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-(N-METHYL-N-METHYLSULFONYLAMINO)PYRIMIDINE-5-METHANOL;4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-[(N-M

147118-36-3 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Gram

FOB Price: $8900.0

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Pharmaceutical Grade CAS 147118-36-3 with competitive price

Cas:147118-36-3

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:10 Kilogram

FOB Price: $80.0 / 100.0

Type:Trading Company

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by email in time prod

4-(4-Fluorophenyl)-6-Isopropyl-2[(N-methyl-N-methylsulphonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Sinotech Import&Export Corporation

1. Characteristics Item Specification CAS 147118-36-3 Appearance White powder 2. Application: Pharmaceutical Intermediates. Appearance: white powder Storage:Store in

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

inquiry

Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Powder Storage:Store in sealed conta

high quality 147118-36-3 Rosuvastatin Hydroxymethyl Impurity with best price

Cas:147118-36-3

Min.Order:10 Gram

Negotiable

Type:Other

inquiry

HANWAYS CHEMPHARM CO.,LIMITED

Hanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol CAS: 147118-36-3

Cas:147118-36-3

Min.Order:1 Kilogram

FOB Price: $260.0 / 300.0

Type:Trading Company

inquiry

Shanghai Minstar Chemical Co., Ltd

Product Name: 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol CAS: 147118-36-3 MF: C16H20FN3O3S MW: 353.41 EINECS: 604-563-9 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)ami

-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Kilogram

FOB Price: $80.0 / 100.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol CAS:147118-36-3 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and tr

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol CAS:147118-36-3

Cas:147118-36-3

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Zenuo Biological Medicine Technology Co Ltd

Product Name: 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol Synonyms: 4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-(N-METHYL-N-METHYLSULFONYLAMINO)PYRIMIDINE-5-METHANOL;4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-[(N-METHYL

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

Triumph International Development Limilted

Appearance:white powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:Common products:Sea/Air/Courie

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:100 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Nanjing Fred Technology Co.,Ltd.

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol is one of the most competitive products in our company, we can supply it with good quality and best price. Appearance:White to light yellow to light orange so

4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

Z-7: 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-n-methylsulfonyl)amino]pyrimidine-5-yl-methanol

Cas:147118-36-3

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate
289042-11-1

methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate With diisobutylaluminium hydride In hexane; toluene at -10℃; for 1h;
Stage #2: With hydrogenchloride In methanol; hexane; water; toluene at -10 - 40℃; for 0.333333h;
100%
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0 - 60℃; for 20h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water for 1.5h; Temperature; Reagent/catalyst; Solvent;
96.7%
Stage #1: methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate With diisobutylaluminium hydride In toluene at -15 - -5℃; for 2 - 2.5h;
Stage #2: With hydrogenchloride; water In toluene at -10 - 40℃; for 1 - 1.33333h;
Stage #3: With sodium hydrogencarbonate In water; ethyl acetate Product distribution / selectivity;
93%
N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
799842-07-2

N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With water In tetrahydrofuran for 6h; Reflux;100%
With oxygen; eosin y In dimethyl sulfoxide at 40℃; Irradiation;82%
With water; sodium hydrogencarbonate In acetonitrile for 4h; Reflux;
With water; sodium hydrogencarbonate In acetonitrile for 4h; Reflux;
With sodium hydrogencarbonate In acetonitrile for 4h; Reflux;
N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide
147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate In tetrahydrofuran at 5 - 25℃; for 2h;98%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 5 - 10℃;
With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 1h;
4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonyl(methyl)amino)pyrimidine-5-carboxylic acid
1263475-93-9

4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonyl(methyl)amino)pyrimidine-5-carboxylic acid

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With lithium borohydride; boron trifluoride diethyl etherate In tetrahydrofuran at -5 - 20℃; for 4h; Reagent/catalyst; Temperature;97.8%
With chloro-trimethyl-silane; potassium borohydride In tetrahydrofuran at 65℃; for 30h; Temperature; Reagent/catalyst; Inert atmosphere;97%
Stage #1: 4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonyl(methyl)amino)pyrimidine-5-carboxylic acid With potassium borohydride In tetrahydrofuran for 0.0833333h; Cooling with ice;
Stage #2: With aluminum (III) chloride In tetrahydrofuran at 74℃; for 4.08333h; Reagent/catalyst;
97.9%
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at -5 - 30℃; Reagent/catalyst; Temperature;96.4%
With sodium tetrahydroborate; chloro-trimethyl-silane In tetrahydrofuran for 24h; Reagent/catalyst; Reflux; Inert atmosphere;92%
methyl 4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methanesulfonyl)amino]pyrimidin-5-carboxylate

methyl 4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methanesulfonyl)amino]pyrimidin-5-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol for 4h;88.1%
ethyl 2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-carboxylic acid
147118-30-7

ethyl 2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-carboxylic acid

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Stage #1: ethyl 2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-carboxylic acid With diisobutylaluminium hydride In toluene at -78 - 0℃; Inert atmosphere;
Stage #2: With water In toluene
81%
With diisobutylaluminium hydride In toluene at -74℃; for 1h;277 mg
Multi-step reaction with 2 steps
1: lithium hydroxide monohydrate / water; methanol / 60 - 70 °C
2: lithium borohydride; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / -5 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: lithium hydroxide monohydrate; water / methanol / 60 - 70 °C
2: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / -5 - 30 °C
View Scheme
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

PhCH2CH2MgHal

PhCH2CH2MgHal

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 86.7 percent / piperidine, AcOH / benzene / Heating
2: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min
3: 95.7 percent / m-CPBA / CHCl3 / Ambient temperature
4: 46.9 g / ethanol / 1 h / Ambient temperature
5: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h
6: 277 mg / DIBAL-H / toluene / 1 h / -74 °C
View Scheme
(E)-2-<(4-fluorophenyl)methylene>-4-methyl-3-oxopentanoic acid ethyl ester
122930-45-4

(E)-2-<(4-fluorophenyl)methylene>-4-methyl-3-oxopentanoic acid ethyl ester

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min
2: 95.7 percent / m-CPBA / CHCl3 / Ambient temperature
3: 46.9 g / ethanol / 1 h / Ambient temperature
4: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h
5: 277 mg / DIBAL-H / toluene / 1 h / -74 °C
View Scheme
ethyl 4-methyl-3-oxo-pentanoate
7152-15-0

ethyl 4-methyl-3-oxo-pentanoate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 86.7 percent / piperidine, AcOH / benzene / Heating
2: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min
3: 95.7 percent / m-CPBA / CHCl3 / Ambient temperature
4: 46.9 g / ethanol / 1 h / Ambient temperature
5: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h
6: 277 mg / DIBAL-H / toluene / 1 h / -74 °C
View Scheme
5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-(methylamino)pyrimidine
147118-32-9

5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-(methylamino)pyrimidine

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h
2: 277 mg / DIBAL-H / toluene / 1 h / -74 °C
View Scheme
ethyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate
147118-27-2

ethyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95.7 percent / m-CPBA / CHCl3 / Ambient temperature
2: 46.9 g / ethanol / 1 h / Ambient temperature
3: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h
4: 277 mg / DIBAL-H / toluene / 1 h / -74 °C
View Scheme
ethyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate
147118-28-3

ethyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 46.9 g / ethanol / 1 h / Ambient temperature
2: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 2 h
3: 277 mg / DIBAL-H / toluene / 1 h / -74 °C
View Scheme
N-(4-(4-fluorophenyl)-6-isopropyl-5-methylpyrimidin-2-yl)-N-methylmethanesulfonamide
953776-62-0

N-(4-(4-fluorophenyl)-6-isopropyl-5-methylpyrimidin-2-yl)-N-methylmethanesulfonamide

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / acetonitrile / 0.5 h / UV-irradiation; Inert atmosphere; Sealed flow reactor
2: sodium hydrogencarbonate; water / acetonitrile / 4 h / Reflux
View Scheme
Stage #1: N-(4-(4-fluorophenyl)-6-isopropyl-5-methylpyrimidin-2-yl)-N-methylmethanesulfonamide With N-Bromosuccinimide In acetonitrile at 20℃; for 4h; UV-irradiation;
Stage #2: With sodium hydrogencarbonate In acetonitrile for 4h; Reflux;
Stage #3: With water In acetonitrile at 20℃;
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
2: water / tetrahydrofuran / 6 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / acetonitrile / 68 h / 20 °C / UV-irradiation
2: sodium hydrogencarbonate / acetonitrile / 4 h / Reflux
View Scheme
1-(4-Fluorophenyl)-3-isopropylpropan-1,3-dione
114433-94-2

1-(4-Fluorophenyl)-3-isopropylpropan-1,3-dione

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate / acetone / 24 h / 20 °C
2: caesium carbonate / 2-methyltetrahydrofuran / 10 h / 40 °C
3: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
4: N-Bromosuccinimide / acetonitrile / 0.5 h / UV-irradiation; Inert atmosphere; Sealed flow reactor
5: sodium hydrogencarbonate; water / acetonitrile / 4 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1: potassium carbonate / acetone / 48 h / 20 °C / Inert atmosphere
2: potassium tert-butylate / tert-butyl alcohol / 24 h / 70 °C
3: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
4: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
5: water / tetrahydrofuran / 6 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1: potassium carbonate / acetone / 48 h / 20 °C / Inert atmosphere
2: caesium carbonate / 2-methyltetrahydrofuran / 24 h / 70 °C
3: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
4: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
5: water / tetrahydrofuran / 6 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / acetone / 24 h / 20 °C
2.1: tetrahydrofuran / 0.17 h / 20 °C
2.2: 8 h / 40 °C
3.1: triethylamine / dichloromethane / 26 h / 0 - 20 °C
4.1: N-Bromosuccinimide / acetonitrile / 68 h / 20 °C / UV-irradiation
5.1: sodium hydrogencarbonate / acetonitrile / 4 h / Reflux
View Scheme
4-(4-fluorophenyl)-6-isopropyl-N,5-dimethylpyrimidin-2-amine
1207460-34-1

4-(4-fluorophenyl)-6-isopropyl-N,5-dimethylpyrimidin-2-amine

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
2: N-Bromosuccinimide / acetonitrile / 0.5 h / UV-irradiation; Inert atmosphere; Sealed flow reactor
3: sodium hydrogencarbonate; water / acetonitrile / 4 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
2: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
3: water / tetrahydrofuran / 6 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 26 h / 0 - 20 °C
2: N-Bromosuccinimide / acetonitrile / 68 h / 20 °C / UV-irradiation
3: sodium hydrogencarbonate / acetonitrile / 4 h / Reflux
View Scheme
1-(4-fluorophenyl)-2-methyl-3-isopropylpropan-1,3-dione
1354455-77-8

1-(4-fluorophenyl)-2-methyl-3-isopropylpropan-1,3-dione

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: caesium carbonate / 2-methyltetrahydrofuran / 10 h / 40 °C
2: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
3: N-Bromosuccinimide / acetonitrile / 0.5 h / UV-irradiation; Inert atmosphere; Sealed flow reactor
4: sodium hydrogencarbonate; water / acetonitrile / 4 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: potassium tert-butylate / tert-butyl alcohol / 24 h / 70 °C
2: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
3: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
4: water / tetrahydrofuran / 6 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: caesium carbonate / 2-methyltetrahydrofuran / 24 h / 70 °C
2: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
3: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
4: water / tetrahydrofuran / 6 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: tetrahydrofuran / 0.17 h / 20 °C
1.2: 8 h / 40 °C
2.1: triethylamine / dichloromethane / 26 h / 0 - 20 °C
3.1: N-Bromosuccinimide / acetonitrile / 68 h / 20 °C / UV-irradiation
4.1: sodium hydrogencarbonate / acetonitrile / 4 h / Reflux
View Scheme
N-(4-(4-fluorophenyl)-6-isopropyl-5-methylpyrimidin-2-yl)-N-methylmethanesulfonamide
953776-62-0

N-(4-(4-fluorophenyl)-6-isopropyl-5-methylpyrimidin-2-yl)-N-methylmethanesulfonamide

A

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

B

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide
147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
2: sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide / 71 h / 20 °C / Inert atmosphere
View Scheme
N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
799842-07-2

N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

A

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

B

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide
147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide at 20℃; for 71h; Kornblum oxidation; Inert atmosphere;
1-(4-fluorophenyl)-2-methyl-3-isopropylpropan-1,3-dione
1354455-77-8

1-(4-fluorophenyl)-2-methyl-3-isopropylpropan-1,3-dione

A

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

B

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide
147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium tert-butylate / tert-butyl alcohol / 24 h / 70 °C
2: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
3: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
4: sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide / 71 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: caesium carbonate / 2-methyltetrahydrofuran / 24 h / 70 °C
2: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
3: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
4: sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide / 71 h / 20 °C / Inert atmosphere
View Scheme
4-(4-fluorophenyl)-6-isopropyl-N,5-dimethylpyrimidin-2-amine
1207460-34-1

4-(4-fluorophenyl)-6-isopropyl-N,5-dimethylpyrimidin-2-amine

A

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

B

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide
147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
2: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
3: sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide / 71 h / 20 °C / Inert atmosphere
View Scheme
1-(4-Fluorophenyl)-3-isopropylpropan-1,3-dione
114433-94-2

1-(4-Fluorophenyl)-3-isopropylpropan-1,3-dione

A

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

B

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide
147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate / acetone / 48 h / 20 °C / Inert atmosphere
2: potassium tert-butylate / tert-butyl alcohol / 24 h / 70 °C
3: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
4: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
5: sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide / 71 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: potassium carbonate / acetone / 48 h / 20 °C / Inert atmosphere
2: caesium carbonate / 2-methyltetrahydrofuran / 24 h / 70 °C
3: triethylamine / dichloromethane / 8 h / -5 °C / Inert atmosphere
4: N-Bromosuccinimide / acetonitrile / 16 h / 20 °C / Inert atmosphere; UV-irradiation
5: sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide / 71 h / 20 °C / Inert atmosphere
View Scheme
4-methyl-3-oxopentanoic acid benzyl ester
94250-56-3

4-methyl-3-oxopentanoic acid benzyl ester

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: copper(l) chloride; sulfuric acid / methanol / 12 h / 50 °C
2.1: sodium nitrite; nitric acid / dichloromethane / 1 h / 0 °C
3.1: potassium carbonate; acetic acid butyl ester; p-toluenesulfonyl chloride / 2 h / 40 °C
3.2: 12 h / 120 °C
4.1: 5%-palladium/activated carbon; hydrogen / methanol / 5 h / 20 °C
5.1: sodium tetrahydroborate; chloro-trimethyl-silane / tetrahydrofuran / 24 h / Reflux; Inert atmosphere
View Scheme
benzyl 6-(4-fluorophenyl)-4-isopropyl-2-oxo-1,2,5,6-tetrahydropyrimidine-5-carboxylate

benzyl 6-(4-fluorophenyl)-4-isopropyl-2-oxo-1,2,5,6-tetrahydropyrimidine-5-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium nitrite; nitric acid / dichloromethane / 1 h / 0 °C
2.1: potassium carbonate; acetic acid butyl ester; p-toluenesulfonyl chloride / 2 h / 40 °C
2.2: 12 h / 120 °C
3.1: 5%-palladium/activated carbon; hydrogen / methanol / 5 h / 20 °C
4.1: sodium tetrahydroborate; chloro-trimethyl-silane / tetrahydrofuran / 24 h / Reflux; Inert atmosphere
View Scheme
benzyl 4-(4-fluorophenyl)-2-hydroxy-6-isopropylpyrimidine-5-carboxylate

benzyl 4-(4-fluorophenyl)-2-hydroxy-6-isopropylpyrimidine-5-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate; acetic acid butyl ester; p-toluenesulfonyl chloride / 2 h / 40 °C
1.2: 12 h / 120 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 5 h / 20 °C
3.1: sodium tetrahydroborate; chloro-trimethyl-silane / tetrahydrofuran / 24 h / Reflux; Inert atmosphere
View Scheme
benzyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidine-5-carboxylate

benzyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidine-5-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5%-palladium/activated carbon; hydrogen / methanol / 5 h / 20 °C
2: sodium tetrahydroborate; chloro-trimethyl-silane / tetrahydrofuran / 24 h / Reflux; Inert atmosphere
View Scheme
Methyl 4-methyl-3-oxopentanoate
42558-54-3

Methyl 4-methyl-3-oxopentanoate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 150 °C
2.1: copper(l) chloride; sulfuric acid / methanol / 12 h / 50 °C
3.1: sodium nitrite; nitric acid / dichloromethane / 1 h / 0 °C
4.1: potassium carbonate; acetic acid butyl ester; p-toluenesulfonyl chloride / 2 h / 40 °C
4.2: 12 h / 120 °C
5.1: 5%-palladium/activated carbon; hydrogen / methanol / 5 h / 20 °C
6.1: sodium tetrahydroborate; chloro-trimethyl-silane / tetrahydrofuran / 24 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: copper(l) chloride; sulfuric acid / methanol / 24 h / 80 °C / Inert atmosphere
2.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C
3.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere
4.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
4.2: 7 h / Reflux
5.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
Multi-step reaction with 5 steps
1.1: copper(l) chloride; sulfuric acid / methanol / 24 h / 80 °C / Inert atmosphere
2.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C
3.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere
4.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
4.2: 7 h / Reflux
5.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
Multi-step reaction with 5 steps
1.1: copper(l) chloride; sulfuric acid / methanol / 9 h / 78 °C
2.1: dipotassium peroxodisulfate / water / Reflux
3.1: potassium carbonate; p-toluenesulfonyl chloride / acetic acid butyl ester / 0.5 h / 45 °C
3.2: 3 h / 125 °C
4.1: sodium hydroxide / ethanol / 0.5 h / 82 °C
5.1: potassium borohydride / tetrahydrofuran / 0.08 h / Cooling with ice
5.2: 4.08 h / 74 °C
View Scheme
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: copper(l) chloride; sulfuric acid / methanol / 24 h / 80 °C / Inert atmosphere
2.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C
3.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere
4.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
4.2: 7 h / Reflux
5.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
Multi-step reaction with 5 steps
1.1: copper(l) chloride; sulfuric acid / methanol / 24 h / 80 °C / Inert atmosphere
2.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C
3.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere
4.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
4.2: 7 h / Reflux
5.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
Multi-step reaction with 5 steps
1.1: copper(l) chloride; sulfuric acid / methanol / 9 h / 78 °C
2.1: dipotassium peroxodisulfate / water / Reflux
3.1: potassium carbonate; p-toluenesulfonyl chloride / acetic acid butyl ester / 0.5 h / 45 °C
3.2: 3 h / 125 °C
4.1: sodium hydroxide / ethanol / 0.5 h / 82 °C
5.1: potassium borohydride / tetrahydrofuran / 0.08 h / Cooling with ice
5.2: 4.08 h / 74 °C
View Scheme
methyl 4-(4-fluorophenyl)-6-isopropyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

methyl 4-(4-fluorophenyl)-6-isopropyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C
2.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere
3.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
3.2: 7 h / Reflux
4.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
Multi-step reaction with 4 steps
1.1: copper dichloride; potassium carbonate; tert.-butylhydroperoxide / dichloromethane / 7 h / 40 °C
2.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere
3.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
3.2: 7 h / Reflux
4.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
Multi-step reaction with 4 steps
1.1: dipotassium peroxodisulfate / water / Reflux
2.1: potassium carbonate; p-toluenesulfonyl chloride / acetic acid butyl ester / 0.5 h / 45 °C
2.2: 3 h / 125 °C
3.1: sodium hydroxide / ethanol / 0.5 h / 82 °C
4.1: potassium borohydride / tetrahydrofuran / 0.08 h / Cooling with ice
4.2: 4.08 h / 74 °C
View Scheme
4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-3,4-dihydropyrimidine-2(1H)-one

4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-3,4-dihydropyrimidine-2(1H)-one

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere
2.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
2.2: 7 h / Reflux
3.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
Multi-step reaction with 3 steps
1.1: trichlorophosphate; N,N-dimethyl-aniline / 2.5 h / 80 °C / Inert atmosphere
2.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
2.2: 7 h / Reflux
3.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate; p-toluenesulfonyl chloride / acetic acid butyl ester / 0.5 h / 45 °C
1.2: 3 h / 125 °C
2.1: sodium hydroxide / ethanol / 0.5 h / 82 °C
3.1: potassium borohydride / tetrahydrofuran / 0.08 h / Cooling with ice
3.2: 4.08 h / 74 °C
View Scheme
2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester
488798-38-5

2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydride / mineral oil; acetonitrile / 0.08 h
1.2: 7 h / Reflux
2.1: diisobutylaluminium hydride / toluene / 1.5 h / -15 - 0 °C
View Scheme
N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide
147118-37-4

N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 20 - 50℃; for 2h; Sealed tube;99%
With fluorosulfonyl fluoride; potassium carbonate; dimethyl sulfoxide at 20℃; for 2h; Sealed tube; chemoselective reaction;99%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(II) nitrate trihydrate In 2-methyltetrahydrofuran at 40℃; for 18h; Temperature; Reagent/catalyst; Solvent;99%
N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
799842-07-2

N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Conditions
ConditionsYield
With phosphorus tribromide In toluene; acetonitrile at 10 - 20℃; for 1h; Inert atmosphere;99%
With phosphorus tribromide In dichloromethane at 0 - 10℃; for 1h;90.6%
With phosphorus tribromide In dichloromethane at 20℃; for 1h;82%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)methyl formate

(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)methyl formate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; caesium carbonate at 20℃; for 12h; Sealed tube;99%
triphenylsulfonium trifluoromethanesulfonate
66003-78-9

triphenylsulfonium trifluoromethanesulfonate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(phenoxymethyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(phenoxymethyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

Conditions
ConditionsYield
With cesium hydroxide In 1,4-dioxane at 50℃; for 24h; Inert atmosphere; Glovebox;99%
triphenylphosphine
603-35-0

triphenylphosphine

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

[4-[4-fluorophenyl-6-(1-methylethyl)-2-[N-methyl-(N-methanesulfonyl)amino]]-5-pyrimidinyl]methylphenyltriphenylphosphonium bromide

[4-[4-fluorophenyl-6-(1-methylethyl)-2-[N-methyl-(N-methanesulfonyl)amino]]-5-pyrimidinyl]methylphenyltriphenylphosphonium bromide

Conditions
ConditionsYield
With hydrogen bromide In acetonitrile Solvent; Reflux;98%
triphenylphosphonium tetrafluoroborate

triphenylphosphonium tetrafluoroborate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

((4-p-fluorophenyl-6-isopropyl-2-(N-methylmethylsulfonylamino)-5-pyrimidyl)methyl)triphenylphosphonium tetrafluoroborate

((4-p-fluorophenyl-6-isopropyl-2-(N-methylmethylsulfonylamino)-5-pyrimidyl)methyl)triphenylphosphonium tetrafluoroborate

Conditions
ConditionsYield
In acetonitrile for 24h; Reflux;97%
ethyl 5-(bromomethyl)-1,3-diphenyl-1H-pyrazole-4-carboxylate
191419-22-4

ethyl 5-(bromomethyl)-1,3-diphenyl-1H-pyrazole-4-carboxylate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

ethyl 5-(((4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)methoxy)methyl)-1,3-diphenyl-1H-pyrazole-4-carboxylate

ethyl 5-(((4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)methoxy)methyl)-1,3-diphenyl-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydroxide In tetrahydrofuran at 20℃;95%
triphenylphosphine hydrobromide
6399-81-1

triphenylphosphine hydrobromide

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

[4-[4-fluorophenyl-6-(1-methylethyl)-2-[N-methyl-(N-methanesulfonyl)amino]]-5-pyrimidinyl]methylphenyltriphenylphosphonium bromide

[4-[4-fluorophenyl-6-(1-methylethyl)-2-[N-methyl-(N-methanesulfonyl)amino]]-5-pyrimidinyl]methylphenyltriphenylphosphonium bromide

Conditions
ConditionsYield
In toluene for 10h; Reflux;94%
In toluene for 10h; Reflux;83%
silver(I) trifluoromethanethiolate
811-68-7

silver(I) trifluoromethanethiolate

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(((trifluoromethyl)thio)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(((trifluoromethyl)thio)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In toluene at 80℃; for 10h; Schlenk technique; Inert atmosphere;93%
tributylphosphine
998-40-3

tributylphosphine

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

((4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethyl-sulfonamido)pyrimidin-5-yl)methyl)tributylphosphonium 2,2,2-trifluoro-acetate

((4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethyl-sulfonamido)pyrimidin-5-yl)methyl)tributylphosphonium 2,2,2-trifluoro-acetate

Conditions
ConditionsYield
Stage #1: trifluoroacetic anhydride; N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide With triethylamine In acetic acid butyl ester at 20 - 60℃;
Stage #2: tributylphosphine In acetic acid butyl ester for 2h; Product distribution / selectivity; Heating / reflux;
90%
N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-[5-chloromethyl-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-2-yl]-N-methyl-methanesulfonamide
925422-06-6

N-[5-chloromethyl-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-2-yl]-N-methyl-methanesulfonamide

Conditions
ConditionsYield
With methanesulfonyl chloride; triethylamine In dichloromethane at 0 - 25℃; for 5h;88%
Ag(1+)*CF3S(1-)*(x)C2H3N

Ag(1+)*CF3S(1-)*(x)C2H3N

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(((trifluoromethyl)thio)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(((trifluoromethyl)thio)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

Conditions
ConditionsYield
With 1,2-Diiodoethane; tetra-(n-butyl)ammonium iodide; triphenylphosphine In N,N-dimethyl-formamide; acetonitrile at 80℃; for 0.25h; Inert atmosphere; Sealed tube;87%
tetramethylammonium trifluoromethylselenate(0)
75264-92-5

tetramethylammonium trifluoromethylselenate(0)

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(((trifluoromethyl)selanyl)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(((trifluoromethyl)selanyl)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

Conditions
ConditionsYield
With calcium chloride In acetonitrile at 80℃; for 2h; Time; Inert atmosphere; Sealed tube; Glovebox;87%
diphenylphosphinous acid methyl ester
4020-99-9

diphenylphosphinous acid methyl ester

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)- 6-isopropylpyrimidin-2-yl)-N-methylmethansulfonamide
289042-10-0

N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)- 6-isopropylpyrimidin-2-yl)-N-methylmethansulfonamide

Conditions
ConditionsYield
Stage #1: N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide With phosphorus tribromide In acetonitrile at 20℃;
Stage #2: diphenylphosphinous acid methyl ester at 60℃;
86%
N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
799842-07-2

N-[5-(bromomethyl)-4-(4-fluorophenyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

C32H38F2N6O5S2

C32H38F2N6O5S2

Conditions
ConditionsYield
With potassium carbonate In toluene for 12h; Reflux;82.4%
sodium phenoxide
139-02-6

sodium phenoxide

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(phenoxymethyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-(phenoxymethyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

Conditions
ConditionsYield
Stage #1: N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide With 1,2-Diiodoethane; N,N-dimethyl-formamide; triphenylphosphine at 20℃; for 0.0166667h; Sealed tube; Inert atmosphere;
Stage #2: sodium phenoxide at 20℃; Sealed tube; Inert atmosphere;
77%
(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-((trifluoromethoxy)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-((trifluoromethoxy)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

Conditions
ConditionsYield
With potassium fluoride; 2-fluoropyridine; silver trifluoromethanesulfonate; Selectfluor In ethyl acetate at 20℃; for 12h; Glovebox; Inert atmosphere;76%
trimethyl(pentafluoroethyl)silane
124898-13-1

trimethyl(pentafluoroethyl)silane

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-((perfluoroethoxy)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

N-(4-(4-fluorophenyl)-6-isopropyl-5-((perfluoroethoxy)methyl)pyrimidin-2-yl)-N-methylmethanesulfonamide

Conditions
ConditionsYield
With potassium fluoride; 2-fluoropyridine; silver trifluoromethanesulfonate; lithium trifluoromethanesulfonate; Selectfluor In ethyl acetate at 20℃; for 12h; Inert atmosphere;64%
N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

N-(5-(fluoromethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

N-(5-(fluoromethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Conditions
ConditionsYield
With potassium 2-(difluoro(trifluoromethoxy)methoxy)-2,2-difluoroacetate; tetramethylammonium fluoride at 150℃; for 5h; Glovebox; Inert atmosphere; Schlenk technique; Sealed tube;57%
N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

[4-(4-fluorophenyl)-2-methylamino-6-(1-methylethyl)-pyrimidin-5-yl]methanol

[4-(4-fluorophenyl)-2-methylamino-6-(1-methylethyl)-pyrimidin-5-yl]methanol

Conditions
ConditionsYield
With acetone; lithium diisopropyl amide In tetrahydrofuran at -10℃; for 4.5h; Temperature;49.6%
acetone
67-64-1

acetone

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide
147118-36-3

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

[4-(4-fluorophenyl)-2-[(2-hydroxy-2-methylpropyl)sulfonyl(methyl)amino]-6-(1-methylethyl)-pyrimidin-5-yl]methanol

[4-(4-fluorophenyl)-2-[(2-hydroxy-2-methylpropyl)sulfonyl(methyl)amino]-6-(1-methylethyl)-pyrimidin-5-yl]methanol

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -10℃; for 4.5h; Temperature;49.6%
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